反应 #1583836

反应方程式

methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

product

methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate

methanol

trimethylsilyl azide

→

title compound

methyl N-[[2-chloro-5-(1H-1,2,3-triazol-5-yl)phenyl]methyl]-carbamate

溶剂

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度to cool to room temperature
2. 2
   其他The reaction mixture was partitioned between ethyl acetate and aqueous sodium chloride
3. 3
   其他the layers were separated
4. 4
   萃取the aqueous layer was extracted with ethyl acetate (2×)
5. 5
   洗涤The combined organic layers were washed with water (3×)
6. 6
   干燥dried over magnesium sulfate
7. 7
   过滤filtered
8. 8
   浓缩concentrated under reduced pressure

实验过程

To a solution of methyl N-[(2-chloro-5-ethynylphenyl)methyl]carbamate (i.e. the product of Step D) (0.43 g, 1.92 mmol) in N,N-dimethylformamide (3.9 mL) and methanol (0.4 mL) was added trimethylsilyl azide (0.38 mL, 2.89 mmol) and copper(I) iodide (0.019 g, 0.1 mmol). The reaction mixture was heated in a CEM Discover microwave apparatus at 100° C. for 8 h and then allowed to cool to room temperature. The reaction mixture was partitioned between ethyl acetate and aqueous sodium chloride, the layers were separated and the aqueous layer was extracted with ethyl acetate (2×). The combined organic layers were washed with water (3×), dried over magnesium sulfate, filtered and concentrated under reduced pressure to provide the title compound, a compound of the present invention, as a brown solid (0.30 g).

来源